Skip main navigation
For sale
  • Price cut: $10K (10/2)
    $299,000

    49 Windsor Dr APT 301, Holliston, MA 01746

    2beds
    883sqft
    : 
    $2,591/mo
    Get pre-qualified
    Condominium
    Built in 1970
    -- sqft lot
    $295,200 Zestimate®
    $339/sqft
    $349/mo HOA

    What's special

    Open floor planGarden-style building
    Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit offers an open floor plan in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor.
    22 days
    477
    40

    Zillow last checked:

    Listing updated:

    Listed by:

    Melissa Kaspern 508-333-4670,

    REMAX Executive Realty 508-429-6767

    Source: MLS PIN,MLS#: 73576026

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Primary bedroom
      • Features: Closet, Flooring - Wall to Wall Carpet
      • Level: First
      Bedroom 2
      • Features: Closet
      • Level: First
      Primary bathroom
      • Features: No
      Kitchen
      • Features: Flooring - Laminate, Lighting - Overhead
      • Level: First
      Living room
      • Features: Closet, Flooring - Vinyl, Open Floorplan
      • Level: First
      Heating
      • Electric, Individual, Unit Control
      Cooling
      • Wall Unit(s)
      Appliances
      • Included: Range, Refrigerator
      • Laundry: Common Area, In Building
      Features
      • High Speed Internet
      • Flooring: Vinyl, Carpet
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 883
      • Total interior livable area: 883 sqft
      • Finished area above ground: 883

      Property

      Parking
      • Total spaces: 1
      • Parking features: Off Street, Common, Guest
      • Uncovered spaces: 1
      Features
      • Entry location: Unit Placement(Upper)
      Details
      • Parcel number: M:011 B:0006 L:010U,526525
      • Zoning: 0

      Construction

      Type & style
      • Home type: Condo
      • Property subtype: Condominium
      Materials
      • Brick
      Condition
      • Year built: 1970

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Public
      • Utilities for property: for Electric Range

      Community & HOA

      Community
      • Features: Tennis Court(s), Park, Walk/Jog Trails, Bike Path, House of Worship
      HOA
      • Amenities included: Hot Water
      • Services included: Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash
      • HOA fee: $349 monthly
      Location
      • Region: Holliston

      Financial & listing details

      • Price per square foot: $339/sqft
      • Tax assessed value: $175,800
      • Annual tax amount: $2,575
      • Date on market: 9/11/2026

        Estimated market value

        $295,200

        $280,000 - $310,000

        $2,381/mo

        Price history

        DateEventPrice
        10/2/2026Price change$299,000-3.2%$339/sqft
        Source: MLS PIN #73576026 Report a problem
        9/11/2026Listed for sale$309,000$350/sqft
        Source: MLS PIN #73576026 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,575 -12.2%$175,800 -9.8%
        2024$2,934 -3.2%$194,800 -1%
        2023$3,031 +2.6%$196,800 +15.8%
        2022$2,955 -5%$170,000 -2.5%
        2021$3,111 -1.6%$174,300 +3.9%
        2020$3,163 +36.9%$167,800 +36.8%
        2019$2,310 +0.8%$122,700
        2018$2,291 +3.8%$122,700 +2.9%
        2017$2,208 -1.4%$119,200
        2016$2,240 -3%$119,200
        2015$2,310 -2.5%$119,200
        2014$2,370 +0.8%$119,200 -5.6%
        2013$2,352 -3.1%$126,300 -4.7%
        2012$2,427 +9.5%$132,500 +7.2%
        2011$2,217 +4%$123,600 -5.4%
        2010$2,132 -21.9%$130,700 -26%
        2009$2,730 +0.9%$176,600 -5.2%
        2008$2,705 +8.8%$186,300
        2007$2,487 $186,300
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 01746

        Getting around

        15 / 100
        Car-Dependent
        13 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Placentino
        • Middle: Robert Adams Ms
        • High: Holliston Hs

        Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts